Author
Adrian P. Dobbs
Other affiliations: King's College London, Open University, Université catholique de Louvain ...read more
Bio: Adrian P. Dobbs is an academic researcher from University of Greenwich. The author has contributed to research in topics: Lewis acids and bases & Prins reaction. The author has an hindex of 19, co-authored 59 publications receiving 985 citations. Previous affiliations of Adrian P. Dobbs include King's College London & Open University.
Papers published on a yearly basis
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TL;DR: The major developments in fluorous chemistry are reviewed in this article, with a particular emphasis on potential industrial applications, and a review of the major applications of the fluorous biphasic system is given.
121 citations
TL;DR: A versatile and high-yielding indium trichloride mediated cyclization reaction of silylated homoallylic alcohols, thiols, or amines with aldehydes or epoxides is described as a rapid route to a range of unsaturated heterocycles.
Abstract: A versatile and high-yielding indium trichloride mediated cyclization reaction of silylated homoallylic alcohols, thiols, or amines with aldehydes or epoxides is described as a rapid route to a range of unsaturated heterocycles. The excellent diastereoselectivity observed offers a method of wide scope and generality.
88 citations
TL;DR: A review of the major, as well as the most recent, achievements in industrial organic electrosynthesis can be found in this article, where the authors review the major and recent achievements of industrial organic EH.
Abstract: The growing impetus to develop greener and more cost-efficient synthetic methods has prompted Chemists to look for new ways to activate small organic molecules. Among them, electrosynthesis is one of the greenest and cheapest since it is possible to perform redox reactions without the need for any chemical reagents. Even though electrosynthesis is on the verge of a resurgence, it is far from being a new discipline. In fact, organic electrosynthesis was popularised by Manual Baizer in the early 60s while working at Monsanto. In this article, we will review the major, as well as the most recent, achievements in industrial organic electrosynthesis.
71 citations
TL;DR: In this paper, the reaction of 4-trimethylsilyl-3-buten-1-ols with aldehydes under mild Lewis acid conditions gives substituted dihydropyrans in excellent yields and with good stereocontrol.
68 citations
TL;DR: A combination of the heteroaryl radical methodology and Bartoli conditions could give a significant reduction in the number of steps required for the synthesis of many complex indoles and also offers the advantage that many functionalities are tolerant to radical-generating conditions without the need for protection.
Abstract: [Introduction] The Bartoli indole synthesis is the treatment of an ortho-substituted nitro-aromatic compound with 3 equiv of vinylmagnesium bromide to give the 7-substituted indole,1,2 and this method has rapidly become the shortest and most flexible synthesis for indoles of this substitution pattern.1-5 We have recently reported an extension to this methodology, suggesting that it may not be limited exclusively to the synthesis of 7-substituted indoles but that modest yields of other substitution patterns may also be obtained via this methodology.6 However, there is no doubt that the best yields are obtained when the nitro-aromatic compound possesses an ortho substituent, enforcing selectivity in the 3,3-sigmatropic rearrangement and subsequent cyclization step. This ortho substituent is, of course, undesirable in the synthesis of many indoles when a Bartoli approach may be advantageous.
We have also been interested in the generation and use of heteroaryl free radicals for some time now and have reported the radical reactions and cyclizations of indoles bearing halogen substituents at both the 2- and 7-positions.3,7,8
We envisaged a combination of these two methodologies, whereby a range of o-bromonitrobenzenes are treated under Bartoli conditions with various vinyl Grignard reagents (using the o-bromine atom to direct the cyclization) and then subsequently reduced using the heteroaryl radical methodology to replace the halogen and give a 7-unsubstituted indole, i.e., effectively using the bromine as a labile protecting group (Scheme 1). This method could give a significant reduction in the number of steps required for the synthesis of many complex indoles and also offers the advantage that many functionalities are tolerant to radical-generating conditions without the need for protection.
65 citations
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TL;DR: This review covers the literature published in 2014 for marine natural products, with 1116 citations referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms.
4,649 citations
TL;DR: The current state of the art of the application of ionic liquids in catalysis is reviewed in this article, where examples of the different ways in which ionic liquid have been applied in Catalysis, i.e. as the catalyst itself, as a co-catalyst or catalyst activator, as the source of a new ligand for a catalytic metal centre, or just as the solvent for the reaction.
1,423 citations
TL;DR: This review concludes that Etherification without Cyclization and N-Alkylation should be considered as separate science, and the proposed treatment of Etherification with Cyclization as a separate science should be reconsidered.
Abstract: 10. Patented Literature 2616 10.1. Esterification 2616 10.2. Ether Formation 2619 10.2.1. Etherification without Cyclization 2619 10.2.2. Etherification with Cyclization 2624 10.3. N-Alkylation 2625 10.4. Other Reactions 2627 11. Summary and Outlook 2628 12. Note Added in Proof 2628 13. Abbreviations Used in This Review 2629 14. Acknowledgments 2629 15. Supporting Information Available 2630 16. References 2630
909 citations
TL;DR: Alkoxyamines derived from nitroxides are shown to be highly useful precursors of C-centered radicals in synthesis and also in polymer chemistry, and new developments in the synthesis of complex polymer architectures are highlighted.
Abstract: This Review describes the application of nitroxides to synthesis and polymer chemistry. The synthesis and physical properties of nitroxides are discussed first. The largest section focuses on their application as stoichiometric and catalytic oxidants in organic synthesis. The oxidation of alcohols and carbanions, as well as oxidative C-C bond-forming reactions are presented along with other typical oxidative transformations. A section is also dedicated to the extensive use of nitroxides as trapping reagents for C-centered radicals in radical chemistry. Alkoxyamines derived from nitroxides are shown to be highly useful precursors of C-centered radicals in synthesis and also in polymer chemistry. The last section discusses the basics of nitroxide-mediated radical polymerization (NMP) and also highlights new developments in the synthesis of complex polymer architectures.
549 citations
TL;DR: This review covers the literature on simple indole alkaloid and those with a nonrearranged monoterpenoid unit from the beginning of 2012 up to the end of 2013, which includes newly isolated alkaloids, structure determinations, total syntheses and biological activities.
463 citations